1,2-Epoxybutane

1,2-Epoxybutane
Names
	Preferred IUPAC name Ethyloxirane
	Other names 1,2-Butyleneoxide; 1,2-Buteneoxide; Ethyloxyrane
Identifiers
CAS Number	106-88-7 ; (R): 3760-95-0; (S): 30608-62-9;
3D model (JSmol)	Interactive image;
ChemSpider	7546; (R): 9322778; (S): 9073889;
ECHA InfoCard	100.003.127
EC Number	203-438-2;
PubChem CID	7834; (R): 11147670; (S): 10898629;
RTECS number	EK3675000;
UNII	FR67H5388O ;
UN number	3022
CompTox Dashboard (EPA)	DTXSID501096378, DTXSID001022374 DTXSID6020569, DTXSID501096378, DTXSID001022374 ;
	InChI InChI=1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3 Key: RBACIKXCRWGCBB-UHFFFAOYSA-N; (R): InChI=1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3/t4-/m1/s1 Key: RBACIKXCRWGCBB-SCSAIBSYSA-N; (S): InChI=1S/C4H8O/c1-2-4-3-5-4/h4H,2-3H2,1H3/t4-/m0/s1 Key: RBACIKXCRWGCBB-BYPYZUCNSA-N;
	SMILES CCC1CO1; (R): CC[C@@H]1CO1; (S): CC[C@H]1CO1;
Properties
Chemical formula	C4H8O
Molar mass	72.107 g·mol−1
Appearance	colorless liquid
Density	0.83 g·cm−3
Melting point	−150 °C (−238 °F; 123 K)
Boiling point	65 °C (149 °F; 338 K)
Viscosity	0.40 mPa.s
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H312, H315, H319, H332, H335, H351, H412
Precautionary statements	P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
Flash point	−22 °C (−8 °F; 251 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,2-Epoxybutane is an organic compound with the formula CH₂(O)CHCH₂CH₃. It is a chiral epoxide prepared by oxidation of 1-butene.^[1]

Synthesis and reactions

1,2-Epoxybutane undergoes ring-opening reactions, e.g. to give the chlorohydrin.^[2]

References

^ Kamata, Keigo; Yonehara, Koji; Sumida, Yasutaka; Yamaguchi, Kazuya; Hikichi, Shiro; Mizuno, Noritaka (2003). "Efficient Epoxidation of Olefins with ≥99% Selectivity and Use of Hydrogen Peroxide". Science. 300 (5621): 964–966. Bibcode:2003Sci...300..964K. doi:10.1126/science.1083176. PMID 12738860. S2CID 38700647.
^ Das, Biswanath; Venkateswarlu, Katta; Krishnaiah, Maddeboina (2007). "Synthesis of β -Chlorohydrins in Water". Helvetica Chimica Acta. 90 (1): 149–152. Bibcode:2007HChAc..90..149D. doi:10.1002/hlca.200790008.

[1] Kamata, Keigo; Yonehara, Koji; Sumida, Yasutaka; Yamaguchi, Kazuya; Hikichi, Shiro; Mizuno, Noritaka (2003). "Efficient Epoxidation of Olefins with ≥99% Selectivity and Use of Hydrogen Peroxide". Science. 300 (5621): 964–966. Bibcode:2003Sci...300..964K. doi:10.1126/science.1083176. PMID 12738860. S2CID 38700647.

[2] Das, Biswanath; Venkateswarlu, Katta; Krishnaiah, Maddeboina (2007). "Synthesis of β -Chlorohydrins in Water". Helvetica Chimica Acta. 90 (1): 149–152. Bibcode:2007HChAc..90..149D. doi:10.1002/hlca.200790008.

[1]

[2]

Synthesis and reactions

Further reading

References